Find Family Hotels in Cragsmoor, NY

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Check availability on Cragsmoor Family Hotels

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Cragsmoor Family Hotels

Interior
Bright Contemporary Near The Best Hiking Trails

Bright Contemporary Near The Best Hiking Trails

Pine Bush
10.0 out of 10, Exceptional, (3)
"Nice property, very close to Sam’s Point trailheads. We were there to hike, so this was perfect. We would definitely book again."
United States
Amy L.
The price is SAR 591
SAR 2,087 total
includes taxes & fees
5 Jan - 6 January 2026
Bright Contemporary Near The Best Hiking Trails
Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
8.6 out of 10, Excellent, (1004)
"Room was clean and staff was great!"
United States
Annemarie
The price is SAR 282
SAR 333 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn by Hilton Middletown
Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
Middletown
9.4 out of 10, Exceptional, (931)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is SAR 437
SAR 516 total
includes taxes & fees
14 Dec - 15 Dec
La Quinta Inn & Suites by Wyndham Middletown-Goshen
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
8.8 out of 10, Excellent, (1002)
"This place is fantastic from the staff to the rooms. Very clean. Will definitely stay here again."
United States
Linda
The price is SAR 364
SAR 448 total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
Exterior detail
Borland House Inn

Borland House Inn

3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
Borland House Inn
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
Middletown
8.6 out of 10, Excellent, (1001)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is SAR 348
SAR 411 total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Middletown Goshen
Free daily buffet breakfast
Best Western Monticello

Best Western Monticello

2.5 star property
Monticello
8.2 out of 10, Very Good, (1002)
"Awesome place to stay"
Canada
Mitchell
The price is SAR 347
SAR 392 total
includes taxes & fees
14 Dec - 15 Dec
Best Western Monticello
Property grounds
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 star property
Monticello
8.6 out of 10, Excellent, (1106)
"It is a great place to stay"
United States
Caonabo
Resorts World Catskills Casino
Waterslide
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4.0 star property
Monticello
8.2 out of 10, Very Good, (1851)
"Amazing stayed at the resort, second time here and still planning to come in the future!"
United States
Yeshua
The price is SAR 598
SAR 914 total
includes taxes & fees
11 Dec - 12 Dec
The Kartrite Resort & Indoor Waterpark
Children's area
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Goshen
9.8 out of 10, Exceptional, (11)
"Overall Great"
United States
Nick H.
The price is SAR 557
SAR 1,091 total
includes taxes & fees
17 Dec - 18 Dec
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cragsmoor Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent
"Clean staff was friendly "
Lillian 2-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen

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Frequently asked questions

What's Cragsmoor like for family-friendly vacations?
The destination of Cragsmoor is a great choice if you've been thinking about a vacation with your kids. There are some entertaining activities you and the family might enjoy. Take to the air and fly into Stewart Intl. Airport (SWF), which is located 19.6 mi (31.5 km) from the city center.
When's the best time to book a family-friendly vacation in Cragsmoor?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Cragsmoor are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What's there to see and do with your family in Cragsmoor?
While you and your family are visiting Cragsmoor, you might want to check out some kid-friendly attractions such as Holiday Mountain Ski and Fun Park and Shadowland Theater. Make sure you have lots of time for activities like Sullivan County Dramatic Workshop - Rivoli Theatre and Mamakating Library.